Pisiferic acid

Base Information

• Chemical Name: Pisiferic acid
• CAS No.: 67494-15-9
• Molecular Formula: C20H28O3
• Molecular Weight: 316.441
• DSSTox Substance ID: DTXSID10217844
• Nikkaji Number: J640.712I
• Wikidata: Q27138908
• Metabolomics Workbench ID: 68269

Synonyms:pisiferic acid;pisiferic acid, (4aR-trans)-sodium salt

Chemical Property of Pisiferic acid

Chemical Property:

• Vapor Pressure: 1.23E-09mmHg at 25°C
• Melting Point: 195.0 to 199.0 °C
• Boiling Point: 470°Cat760mmHg
• PKA: 4.27±0.40(Predicted)
• Flash Point: 252.2°C
• PSA: 57.53000
• Density: 1.121g/cm³
• LogP: 4.61050
• Solubility.: soluble in Methanol
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 316.20384475
• Heavy Atom Count: 23
• Complexity: 470

Purity/Quality:

97% ^*data from raw suppliers

Pisiferic Acid >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C=C2C(=C1)CCC3C2(CCCC3(C)C)C(=O)O)O
• Isomeric SMILES: CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCCC3(C)C)C(=O)O)O

Technology Process of Pisiferic acid

There total 77 articles about Pisiferic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

methyl (4aR,10aS)-6-acetoxy-1,3,4,9,10,10a-hexahydro-1,1-dimethyl-7-(1-methylethyl)phenanthrene-4a(2H)-carboxylate → (+)-Pisiferic acid (67494-15-9)

Guidance literature:

With lithium methanethiolate; In N,N,N,N,N,N-hexamethylphosphoric triamide; for 24h; Ambient temperature;

DOI:10.1002/hlca.19950780404

Reference yield: 93.0%

methyl 12-methoxyabieta-8,11,13-trien-20-oate (57397-34-9,62076-04-4,110716-61-5) → (+/-)-pisiferic acid (67494-15-9,83150-89-4)

Guidance literature:

With aluminum tri-bromide; ethanethiol; for 13h; Ambient temperature;

DOI:10.1246/bcsj.55.1599

Reference yield: 79.0%

8-Hydroxy-12-oxoabieta-9(11),13-dien-20-oic acid 8,20-lactone (137792-37-1) → (+)-Pisiferic acid (67494-15-9)

Guidance literature:

With acetic acid; zinc; for 4h; Ambient temperature;

DOI:10.1021/jo00026a034

upstream raw materials:

8-Hydroxy-12-oxoabieta-9⁽¹¹⁾,13-dien-20-oic acid 8,20-lactone

(4aR,10R,10aS)-1,3,4,9,10,10a-hexahydro-6-methoxy-1,1-dimethyl-7-(1-methylethyl)-2H-10,4a-(epoxymethano)phenanthren-12-one

12-methoxyabieta-8,11,13-trien-20-oic acid

methyl 12-methoxyabieta-8,11,13-trien-20-oate

Downstream raw materials:

Ferruginol-15-saeure-ethylester

carnosic acid

pisiferin

(+)-pisiferanol

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